A hilly landscape with a tower on top, dense forest, and a cloudy sky.

Winchendon Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Winchendon vacation rentals

A living room with a fireplace, sofa, TV, and a plant.

1. Serene & Sleek Family Retreat w/ Office in Shirley

Serene & Sleek Family Retreat w/ Office in Shirley
3.0 star property
Shirley
The price is NT$9,588
NT$20,364 total
includes taxes & fees
Sep 24 - Sep 25
Serene & Sleek Family Retreat w/ Office in Shirley
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchendon Hotel Reviews

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

10/10 Excellent
"Room and facilities were clean. Staff was friendly and helpful. Hotel location was very convenient. Everything was within walking distance."
Matt 3-night trip
Posted 11 hours ago
Fairfield Inn & Suites by Marriott Keene Downtown

Find out more about Winchendon

Search for holiday rentals in Winchendon on Expedia! You can easily find your home rentals, villas, holiday apartments in Winchendon using one of the methods below:

  • View our selection of featured holiday rentals in Winchendon
  • Use the map to find apartments and other holiday homes in the Winchendon neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winchendon while they last

Look no further and take a look at our great range of rental properties in Winchendon!

Frequently asked questions

Are there vacation rentals in Winchendon?

Yes, we offer vacation rentals in Winchendon near The Robinson-Broadhurst Foundation Performing Arts Ampitheater, or you can choose a secluded option if you're looking for extra privacy while you relax. Winchendon is known for its parks.

How many vacation rentals will I find in Winchendon?

Choose from 7 Expedia vacation rentals in Winchendon for a memorable vacation.

What’s there to see and do in Winchendon?

Blueberry Island and Wendall P. Clark Memorial are a couple of lovely local spots to get outside and enjoy nature. Lake Dennison State Recreation Area and Beals Memorial Library are other places to visit while you're in town.

What’s a vacation rental in Winchendon like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Winchendon. Vacation rentals offer extras such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.